Cresol-sulfur dye and process of making same.



UN TE S ltn'rns PATENT OFFICE,

HENRI RAYMOND VIDAL'OF PARIS, FRANCE.

CRESOL-SULFUR D'YE AND PROCESS O MAKING SAME.

. SPECIFICATION forming part of Letters Patent No. 629,221, dated July18, 1899.

Application filed March 29, 1899. Serial No. 710,989. (No specimens.)

To all whom it may concern:

Be it known that I, HENRI RAYMOND V1- DAL, engiuecn-a resident of Paris,in the Republic of France, have invented new and useful Improvements inthe Manufacture of Coloringdllatters, which are fully set forth in thefollowing specification.

In the specification of my previous patent, No. 523,138, dated July 17,1894, I described the formation of direct cotton-colorin g agentsobtained by the treatment with toluquinone or hydrotoluquinone ofammonia in the pres ence of sulfur alone or of sulfur and alkalinesulfids. identical coloring agents which originated (before) in theconversion of toluquinone into amido-cresols, 1 2 5 and 1 3 6, by reasonof the transformation of a hydroxyl group, be-

ing in the ortho or meta position in relation to the methyl group, maybe obtained more readily by starting with benzene azo-cresols obtainedfrom ortho or meta cresol. heat thirty kilograms ofbenzene-azo-orthocresol, 40 kilograms of soda, and 8 kilograms of sulfurin a pan or digester in an oil-bath,

stirring the mixture as it is heated,-and generally raising thetemperature to180 centigrade, and, after distillation with anilin, to240 centigrade. The heating is continued for from six to eight hours.

For the benzene-azo-ortho-cresol I may substitute benzene-azo-meta-resolin the formula of the reaction which has been given,

or a mixture of benzene-azo-ort-ho-cresol and .benzene-azo-meta-cresol,resulting from the action of di-azo-beuzene upon commercial cresol-whichmay or may not be freed from para-cresol-may be employed.

The products obtained show the following characteristics: I

First. The derivative from the benzene-azoortho-cresol takes the shapeof a black brit tle substance, which becomes blue-black on beingdissolved in water, and under the action of acids yields up a liberalamount of a black precipitate soluble in alkaline sulfids, and takingwhen dissolved therein a blackishbrown color,vwhile, when it isdissolved in alkaline met'a-bi-sulfites in an acid medium,

it turns a dirty yellow. It dyes direct a deep I subsequently found thatthese Thus I table fiber; in the second, animal fiber, with outnecessitating any oxidation. These dyes resist air, light, and thevarious chemicals.

Second. The derivative from ioenzene'azo 'meta cresol is in the form ofa deep-black brittle substance soluble in water, when it turns ablackish yellow and precipitating vegetable fiber some very rich blackshades,

while the benzene-azo-meta-creosol black, when dissolved in water, turnsa dirty yellow and dyes vegetable fiber very rich blue shades.

As comparedwith the hydroquinone black described in thespeoification ofprior Patent No. 523,138, dated July 17,1S94,my new black dyes aredistinguishable by the fact that when dissolved they assume blue-blackand blackish-yellow shades, and in the dyeingbath from the very outsetimpart to cotton a solid black color. They consequently necessitate nooxidation and no fixing and unite in the dye in a perfect manner,whereas the black dyesobtained from hydroquinone, and by the analogousimprovements and processes black, in the first-mentioned medium,vegedescribed in Patents of January 15, 1895, Nos.

532,48a and 532,503, will dissolve into bottlegreen and impart a greencolor to vegetable fiber. They only dye black when subsequentlysubjected to oxidation. Moreover, these blacks do not unite in the dyeso well.

It will be understood that while soda is alone specified in the claimsequivalent reagents,,such as alkaline sulfids, are included.

I claim- 1. The process of preparing coloring-matters by subjectingbenzene-azo-cresol, obtained from meta or ortho cresol, to the action ofsulfur in the presence of soda.

2. The described coloringrmatters derived from benzene-azo-cresols,being black brittle substances soluble in water and precipitaling fromsuch solution under the action of specification in the presence of twosubscribacids, soluble in alkaline sulfids, dyeing aniing Witnesses. 1

mal and vegetable fiber direct without oxicla- 7 7 tion, and impartingto cotton in the dyeing- HENRI RAYMOND X IDAL' 5 bath a, black colorfrom the outset, as set \Vitnesses:

forth. EMILE LEDRES,

In testimony whereof I have signed this I EDWARD P. MACLEAN.

